HCID 68141446, compound → HCID 86733643, compound

HRID 1659194Notes

Reaction equation

HRID 1659194 reaction equation
[C:1]([NH:9][C@H:10]1[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][C@H:11]1[C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([O:25][CH3:26])[CH:18]=1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>P(Cl)(Cl)(Cl)=O>[CH3:24][O:23][C:20]1[C:19]([O:25][CH3:26])=[CH:18][C:17]2[C@H:11]3[C@H:10]([CH2:15][CH2:14][N:13]([CH3:16])[CH2:12]3)[N:9]=[C:1]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[C:22]=2[CH:21]=1

Participants

3

Reactant 1

HCID 68141446HCID 68141446, compound

Product 1

HCID 86733643HCID 86733643, compound

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

18 g of cis-4-benzoylamino-3-(3,4-dimethoxyphenyl)-1-methylpiperidine are boiled under reflux in 100 cc of phosphorus oxychloride for 11/2 hours. The reaction mixture is subsequently evaporated to dryness in a vacuum and the resulting oily residue is shaken with methylene chloride and a 2 N caustic soda solution. The organic phase is dried over sodium sulphate and concentrated by evaporation. Crystallization from ethyl acetate yields the title compound as almost colourless crystals having a M.P. of 126°-127°.

Workup

  1. customThe reaction mixture is subsequently evaporated to dryness in a vacuum
  2. dry with materialThe organic phase is dried over sodium sulphate
  3. concentrationconcentrated by evaporation
  4. customCrystallization from ethyl acetate

Sources & evidence

ORD record
ord-a0833d6def5b45b2aa6cf0dd80fbd42a
Source dataset
uspto-grants-1976_06
Patent number
US03966938

Reaction notes

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